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Efficient preparation of (Z)-alkenyl derivatives from (Z)-vinyl (N,N-diisopropyl)carbamate via Ni-catalysed coupling reactions
Authors:François-Hugues PoréeAlexandre Clavel  Jean-François Betzer  Ange PancraziJanick Ardisson
Institution:Laboratoire de Synthèse Organique Sélective et Chimie Organométallique, CNRS-UCP-ESCOM, UMR 8123, 13, Bd de l'Hautil, F-95092 Cergy-Pontoise Cedex, France
Abstract:A (Z)-vinyl (N,N-diisopropyl)carbamate treated with Grignard reagents, under Wenkert Nickel-catalysed conditions, gave access to several substituted (Z)-alkenyl derivatives. These Nickel-catalysed reactions, carried out with vinyl-, phenyl-, p-methoxyphenyl-, trimethylsilylmethylmagnesium bromide and benzylmagnesium chloride, led to the corresponding (Z)-alkenyl derivatives in good yields and high stereoselectivities.
Keywords:Hoppe allylation  (Z)-vinyl (N  N-diisopropyl)carbamate  Nickel-catalysis  Wenkert cross-coupling reaction  Grignard reagent
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